183948-71-2

Basic information

• Product Name: (+/-)-JASMONIC ACID-9,10-D2
• Synonyms: (+/-)-JASMONIC ACID-9,10-D2;(+/-)-jasmonic acid-9,10-d2, ca. 96atom%d;(+/-)-Jasmonic Acid-9,10-d2 ca. 96atom%D (containing ca. 5% of (+/-)-7-epi-Jasmonic Acid-9,10-d2) (200micro g/ml in Acetonitrile) [Internal standard for qualitative analysis of endogenous Jasmonic Acid];(+/-)-Jasmonic Acid-9,10-d2 ca. 96atom%D (containing ca. 5% of (+/-)-7-epi-Jasmonic Acid-9,10-d2) (200micro g/ml in Acetoniitrile) [Internal standard for qualitative analysis of endogenous Jasmonic Ac;(+/-)-Jasmonic Acid-9,10-d2 ca. 80atom%D (200micro g/mL in Acetonitrile) [Internal standard for qualitative analysis of endogenous Jasmonic Acid];(±)-Jasmonic Acid-9,10-d2 ca. 80atom%D (contains ca. 5% (±)-7-epi-Jasmonic Acid-9,10-d2) (200μg/mL in Acetonitrile) [Internal standard for qualitative analysis of endogenous Jasmonic Acid]
• CAS NO: 183948-71-2
• Molecular Formula: C12H16D2O3
• Molecular Weight: 212.28
• Mol File: 183948-71-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: Freezer
• CAS DataBase Reference: (+/-)-JASMONIC ACID-9,10-D2(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-JASMONIC ACID-9,10-D2(183948-71-2)
• EPA Substance Registry System: (+/-)-JASMONIC ACID-9,10-D2(183948-71-2)

Safety Data

• Hazardous Substances Data: 183948-71-2(Hazardous Substances Data)

Usage

General Description

(+/-)-Jasmonic acid-9,10-D2 is a deuterium-labeled form of jasmonic acid, a plant hormone and signaling molecule involved in various physiological processes such as growth, development, and defense responses. The deuterium-labeled form allows for the tracking and analysis of the metabolic fate of jasmonic acid in biological systems. Jasmonic acid is known to play a crucial role in plant defense against pathogens and herbivores, as well as in the regulation of plant growth and development. The deuterium-labeled form serves as a valuable tool for studying the function and metabolism of jasmonic acid in plants and other biological systems.

Upstream product

• 29119-46-8 (2R*,3S*)-3-carboxymethyl-2-(2-pentynyl)cyclopentanone 
• 187663-61-2 [9,10,12,13,15,16-(2)H6]-α-linolenic acid 
• 29119-44-6 2-(pent-2-ynyl)-cyclopent-2-enone 
• 183948-77-8 methyl (+/-)-2-(2,3-2H2)jasmonate 
• 29119-47-9 (2R*,3S*)-3-methoxycarbonylmethyl-2-(2-pentynyl)cyclopentanone 

Downstream Products

• 183948-77-8 [3,4α,7,9,10-(2)H5]-iso-jasmonic acid methyl ester 

Relevant articles and documents

Biosynthesis of jasmonic acid in a plant pathogenic fungus, Lasiodiplodia theobromae

Jasmonic acid (JA) is a plant hormone that plays an important role in a wide variety of plant physiological processes. The plant pathogenic fungus, Lasiodiplodia theobromae also produces JA; however, its biosynthesis in this fungus has yet to be explored. Administration of [1-13C] and [2- 13C] NaOAc into L. theobromae established that JA in this fungus originates from a fatty acid synthetic pathway. The methyl ester of 12-oxo-phytodienoic acid (OPDA) was detected in the culture extracts of L. theobromae by GC-MS analysis. This finding indicates the presence of OPDA (a known intermediate of JA biosynthesis in plants) in L. theobromae. 2H NMR spectroscopic data of JA produced by L. theobromae with the incorporation of [9,10,12,13,15,16-2H6] linolenic acid showed that five deuterium atoms remained intact. In plants, this is speculated to arise from JA being produced by the octadecanoid pathway. However, the observed stereoselectivity of the cyclopentenone olefin reduction in L. theobromae was opposite to that observed in plants. These data suggest that JA biosynthesis in L. theobromae is similar to that in plants, but differing in the facial selectivity of the enone reduction.